Samantha The Office Slut

When I was 17, my dad’s friend hooked me up with a summer job at his office. I was the office “go-for”. Basically, I was told to “go for” coffee, “go for” take-out, “go for” whatever menial task they asked me to do.

The money was ok, but what I really liked was Samantha, the office manager. She was a smokin’ hot brunette in her late twenties. She was about 5’6″ with a slim build, and a super tight body. The first time I saw her, I developed a monster crush on her. Samantha always dressed professionally, either in a blouse and dress pants, or a suit with a skirt. In any case, she always left the top 3 buttons of her blouse unbuttoned. I loved to sneak glimpses of her amazing cleavage when no one was looking.

One day around 5:30pm, I was getting ready to go home. Everyone else had left already, and Samantha and I were the only ones left. I peeked my head into her office and asked if there was anything else she needed before I left.

Samantha lifted her head, and that’s when I noticed the pile of paperwork on her desk. She said that she had to work late, and she’d really appreciate it if I got her some take-out before going home. Of course, I agreed. Samantha smiled and thanked me, and went back to her paperwork.

When I got back with her food, she was elated. Apparently, she had worked through lunch and was super hungry. She pushed her paperwork aside to make room for the take-out. I put it on her desk and prepared to leave.

Before I could go, she asked if I would keep her company while she ate. She hated to eat alone. I agreed and sat in the chair in front of her desk. I didn’t mind because she was just so nice to look at. And being in her presence was very pleasant. We made some idle chit-chat while she ate. Eventually, the conversation became a little more personal. She asked if I had a girlfriend, and I said no. She teased me and asked if I had ever been with a girl. I was still a virgin, and I couldn’t believe that my crush was being so forward. I didn’t know what to say, and I started blushing like crazy. I needed to change the topic fast, so, I asked her if she had someone in her life. She completely forgot about her initial question, and then the flood gates opened. She told me that she had ended her relationship with her boyfriend a few weeks ago because he was such a jerk. She complained about how he was so selfish, and she would have ended it sooner, but he was just too good in bed. And then she let it slip that it was too bad because she could use a good lay right about now to relieve the stress she was under.

I think she didn’t realize what she had said until the words came out because when she caught herself, she stopped eating and paused for a moment. There was an awkward silence, and I was both in shock and starting to get aroused at the same time. I wanted to break the tension, so as a joke (but not really), I stood up and said, “Well, if you insist…”, and I started unbuttoning my dress shirt. Samantha was dumbfounded. She stared at me like a deer in the headlights. Not quite the reaction I wanted. So, I burst out laughing saying I was only kidding. She started laughing too, and we both wiped the tears from our eyes from laughing so hard. The laughter died down and then there was another awkward silence. Samantha, looking almost disappointed, broke the tension by apologizing for her comment, and said that she should get back to work.

“Damn!”, I thought to myself as my teenage-fantasy mind snapped back to reality. I prepared myself mentally to go home and jerk-off, and I got up again to leave. Before burying herself back in her paperwork, Samantha clasped her hands together, lifted her arms over her head, and leaned back in her chair arching her back in what looked like to be one hell of an amazing stretch.